methyl 3'-chloro-[1,1'-biphenyl]-4-carboxylate | 89901-01-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 3'-chloro-[1,1'-biphenyl]-4-carboxylate
• 英文别名: Methyl 3'-chloro[1,1'-biphenyl]-4-carboxylate；methyl 4-(3-chlorophenyl)benzoate
• CAS: 89901-01-9
• 化学式: C₁₄H₁₁ClO₂
• 分子量: 246.693
• InChiKey: GVEQVLMLRJLJQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 3'-chloro-[1,1'-biphenyl]-4-carboxylate 在 水 作用下， 以 甲醇 为溶剂， 生成 4-联苯-3-氯羧酸
  参考文献：
  名称：

  Ananthakrishnanadar, Ponnambalanad.; Kannan, Nagarathnam, Journal of the Chemical Society. Perkin transactions II, 1984, # 1, p. 35 - 38

  摘要：

  DOI：
• 作为产物：
  描述：

  对溴苯甲酸甲酯 、 3-氯苯硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 生成 methyl 3'-chloro-[1,1'-biphenyl]-4-carboxylate
  参考文献：
  名称：

  Discovery of new C3aR ligands. Part 1: Arginine derivatives

  摘要：

  The synthesis and in vitro binding of several new arginine-containing C3aR ligands are reported. DMPK properties and functional activities of selected compounds have been evaluated. One compound is shown to be active in an in vivo model of airway inflammation after aerosol administration. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.022

文献信息

• Metal-free oxidative decarbonylative coupling of aromatic aldehydes with arenes: direct access to biaryls
  作者：Ren-Jin Tang、Qing He、Luo Yang

  DOI：10.1039/c4cc10155c

  日期：——

  A metal-free oxidative decarbonylative coupling of aromatic aldehydes with electron-rich or electron-deficient arenes to produce biaryl compounds was developed. This novel coupling was proposed to proceed via a non-chain radical homolytic aromatic substitution (HAS) type mechanism, based on the substrate scope, ortho-regioselectivity, radical trapping experiments and DFT calculation studies. With the

  开发了芳香醛与富电子或缺电子的芳烃的无金属氧化脱羰基偶联剂，以生产联芳基化合物。基于底物范围，邻位区域选择性，自由基捕获实验和DFT计算研究，提出了通过非链自由基均相芳香族取代（HAS）类型的机理进行这种新型偶联。随着芳香醛和芳烃的现成可用，无金属条件应使这种偶联对于联芳基合成具有吸引力。
• Cobalt-catalyzed cross-coupling reactions of aryl- and alkylaluminum derivatives with (hetero)aryl and alkyl bromides
  作者：Giuseppe Dilauro、Francesco Messa、Fabio Bona、Serena Perrone、Antonio Salomone

  DOI：10.1039/d1cc04002b

  日期：——

  A simple cobalt complex, such as Co(phen)Cl2, turned out to be a highly efficient and cheap precatalyst for a host of cross-coupling reactions involving aromatic and aliphatic organoaluminum reagents with aryl, heteroaryl and alkyl bromides. New C(sp2)–C(sp2) and C(sp2)–C(sp3) bonds were formed in good to excellent yields and with high chemoselectivity, under mild reaction conditions.

  简单的钴配合物，如 Co( phen )Cl 2，被证明是一种高效且廉价的预催化剂，可用于许多交叉偶联反应，包括芳香族和脂肪族有机铝试剂与芳基、杂芳基和烷基溴化物。在温和的反应条件下，新的 C(sp 2 )–C(sp 2 ) 和 C(sp 2 )–C(sp 3 ) 键以良好到极好的产率和高化学选择性形成。
• Electrooxidative Dearomatization of Inactive Biphenyls to Cyclohexadienones
  作者：Lingling Shi、Lianyou Zheng、Shulin Ning、Qiansong Gao、Chengcheng Sun、Zhuoqi Zhang、Jinbao Xiang

  DOI：10.1021/acs.orglett.2c02278

  日期：2022.8.12

  An efficient electrooxidative dearomatization of inactive biphenyls has been developed under mild and easy-to-operate conditions. The protocol provides a powerful tool for the rapid synthesis of cyclohexadienones in moderate to high yields with wide substrate scope and good functional group compatibility even to oxidation-sensitive motifs. This method provides an environment-friendly and direct approach

  在温和且易于操作的条件下，已开发出一种有效的非活性联苯的电氧化脱芳构化方法。该协议为以中等至高产率快速合成环己二烯酮提供了强大的工具，具有广泛的底物范围和良好的官能团兼容性，甚至对氧化敏感的基序也是如此。该方法为构建具有高区域选择性的C-O键提供了一种环境友好且直接的方法。
• Metal-Free Iodination of Arylboronic Acids and the Synthesis of Biaryl Derivatives
  作者：Hua Fu、Liting Niu、Hao Zhang、Haijun Yang

  DOI：10.1055/s-0033-1340871

  日期：——

  A simple, general and efficient method is developed for the metal-free iodination of arylboronic acids. The protocol uses very cheap molecular iodine as the halide source and potassium carbonate as the base. The method is highly tolerant of various functional groups present in the substrates. Importantly, the iodination strategy can also be applied very effectively in the one-pot, two-step synthesis of biaryl derivatives.
• ANANTHAKRISHNANADAR, PONNAMBALANADAR;KANNAN, NAGARATHNAM, J. CHEM. SOC. PERKIN TRANS., 1984, N 1, 35-37
  作者：ANANTHAKRISHNANADAR, PONNAMBALANADAR、KANNAN, NAGARATHNAM

  DOI：——

  日期：——